(11bR)-4-methyl-2,3,4,5,6,11b-hexahydro-1H-[1,3]dioxolo[4,5-g]pyrrolo[2,1-a]isoquinolin-4-ium iodide

ID: ALA4077320

Cas Number: 474304-16-0

PubChem CID: 11673094

Max Phase: Preclinical

Molecular Formula: C14H19NO2

Molecular Weight: 233.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)[C@H]1CCCN1CC2

Standard InChI:  InChI=1S/C14H19NO2/c1-16-13-8-10-5-7-15-6-3-4-12(15)11(10)9-14(13)17-2/h8-9,12H,3-7H2,1-2H3/t12-/m1/s1

Standard InChI Key:  MVIOZTSBCZNBFR-GFCCVEGCSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   27.8748   -4.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8730   -3.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1583   -4.5515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1624   -3.7265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7328   -4.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4457   -4.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7368   -3.7194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4508   -3.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2863   -2.5103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4706   -2.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1312   -3.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1650   -2.8949    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   28.5903   -3.7183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5905   -4.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3057   -3.3032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3080   -4.9583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3105   -5.7855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0229   -3.7151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0
  1 14  2  0
 13  2  2  0
  2  4  1  0
  3  4  2  0
  3  6  1  0
  4  8  1  0
  7  5  1  0
  5  6  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  7  1  0
  8 12  1  1
 13 14  1  0
 13 15  1  0
 14 16  1  0
 16 17  1  0
 15 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4077320

   (10bR)-8,9-dimethoxy-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinoline

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 233.31

Molecular Weight (Monoisotopic): 233.1416

AlogP: 2.40

#Rotatable Bonds: 2

Polar Surface Area: 21.70

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.12

CX LogP: 2.10

CX LogD: 0.38

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.78

Np Likeness Score: 0.35

References

1. Crestey F, Jensen AA, Soerensen C, Magnus CB, Andreasen JT, Peters GHJ, Kristensen JL..  (2018)  Dual Nicotinic Acetylcholine Receptor α4β2 Antagonists/α7 Agonists: Synthesis, Docking Studies, and Pharmacological Evaluation of Tetrahydroisoquinolines and Tetrahydroisoquinolinium Salts.,  61  (4): [PMID:29384668] [10.1021/acs.jmedchem.7b01895]

Source

Source(1):

• Scientific Literature